WO2009072582A1 - Novel boron compound, method for producing the same, and functional electronic device using the same - Google Patents
Novel boron compound, method for producing the same, and functional electronic device using the same Download PDFInfo
- Publication number
- WO2009072582A1 WO2009072582A1 PCT/JP2008/072096 JP2008072096W WO2009072582A1 WO 2009072582 A1 WO2009072582 A1 WO 2009072582A1 JP 2008072096 W JP2008072096 W JP 2008072096W WO 2009072582 A1 WO2009072582 A1 WO 2009072582A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- boron compound
- same
- electronic device
- novel
- novel boron
- Prior art date
Links
- 150000001639 boron compounds Chemical class 0.000 title abstract 10
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000000463 material Substances 0.000 abstract 5
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 239000004065 semiconductor Substances 0.000 abstract 1
- GNHDRVDLNQEOPA-UHFFFAOYSA-N CC(C1)CC1N Chemical compound CC(C1)CC1N GNHDRVDLNQEOPA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/321—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
- H10K85/322—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising boron
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1022—Heterocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1092—Heterocyclic compounds characterised by ligands containing sulfur as the only heteroatom
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/14—Carrier transporting layers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/17—Carrier injection layers
- H10K50/171—Electron injection layers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
Disclosed is a novel boron compound having a new molecular structure which is totally different from those of conventionally known boron compounds. This novel boron compound is useful as a light-emitting material, an electron transport material, an electron injection material, a hole-blocking material or an organic semiconductor material according to the characteristics thereof. Also disclosed are a method for producing such a novel boron compound, and a functional electronic device using such a novel boron compound. Specifically disclosed is a novel boron compound represented, for example, by the following general formula (1). This boron compound can be produced, for example, by reacting a boron compound represented by the general formula (4) below with a compound represented by the formula (5) below in the presence of a catalyst containing at least one metal element selected from the group consisting of palladium, platinum and nickel. Such a boron compound is used in a functional electronic device.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP08857568A EP2233490A4 (en) | 2007-12-06 | 2008-12-04 | Novel boron compound, method for producing the same, and functional electronic device using the same |
US12/734,961 US8436173B2 (en) | 2007-12-06 | 2008-12-04 | Boron compounds, their production processes, and functional electronic devices using same |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007-315945 | 2007-12-06 | ||
JP2007315945 | 2007-12-06 | ||
JP2008-307846 | 2008-12-02 | ||
JP2008307846A JP5504454B2 (en) | 2007-12-06 | 2008-12-02 | Novel boron compounds, methods for producing them, and functional electronic devices using them |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2009072582A1 true WO2009072582A1 (en) | 2009-06-11 |
Family
ID=40717760
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2008/072096 WO2009072582A1 (en) | 2007-12-06 | 2008-12-04 | Novel boron compound, method for producing the same, and functional electronic device using the same |
Country Status (4)
Country | Link |
---|---|
US (1) | US8436173B2 (en) |
EP (1) | EP2233490A4 (en) |
JP (1) | JP5504454B2 (en) |
WO (1) | WO2009072582A1 (en) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5655666B2 (en) | 2011-03-31 | 2015-01-21 | 大日本印刷株式会社 | ORGANIC ELECTROLUMINESCENT ELEMENT, METHOD FOR PRODUCING ORGANIC ELECTROLUMINESCENT ELEMENT, AND COATING LIQUID FOR ELECTRON-INJECTED TRANSPORTING LAYER |
JP5767915B2 (en) * | 2011-09-06 | 2015-08-26 | 株式会社日本触媒 | Boron-containing compounds |
GB201410567D0 (en) | 2014-06-13 | 2014-07-30 | Univ Manchester | Borylated compounds |
CN104926723B (en) * | 2015-05-25 | 2017-04-19 | 洛阳师范学院 | Synthetic method of phenanthridine ketone compounds |
CN111095589B (en) | 2017-09-19 | 2022-08-09 | 株式会社日本触媒 | Organic electroluminescent element |
JP7220964B2 (en) | 2018-10-26 | 2023-02-13 | 株式会社日本触媒 | Organic electroluminescent sheet for photocosmetics or phototherapy |
JP7421560B2 (en) | 2019-09-06 | 2024-01-24 | 日本放送協会 | Organic thin films and methods for producing organic thin films, organic electroluminescent devices, display devices, lighting devices, organic thin film solar cells, thin film transistors, photoelectric conversion devices, coating compositions, materials for organic electroluminescent devices |
TW202116776A (en) | 2019-09-06 | 2021-05-01 | 日本放送協會 | Organic thin film and method for producing organic thin film, organic electroluminescent element, display device, lighting device, organic thin film solar cell, photoelectric conversion element, thin film transistor, coating composition and material for organic electroluminescent elements |
WO2022131355A1 (en) | 2020-12-18 | 2022-06-23 | 株式会社日本触媒 | Organic electroluminescent element, display device, lighting device, and method for producing organic electroluminescent element |
CN114163465B (en) * | 2021-12-24 | 2024-05-14 | 合肥工业大学 | Synthesis method of alkenyl borate compound |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2005062676A1 (en) | 2003-12-24 | 2005-07-07 | Konica Minolta Holdings, Inc. | Material for organic electroluminescent device, organic electroluminescent device, illuminating device and display |
WO2005062675A1 (en) | 2003-12-24 | 2005-07-07 | Konica Minolta Holdings, Inc. | Material for organic electroluminescent device, organic electroluminescent device, illuminating device and display |
JP2006096934A (en) | 2004-09-30 | 2006-04-13 | Konica Minolta Holdings Inc | Material for organic electroluminescence element, organic electroluminescence element, lighting device and display device |
WO2006070817A1 (en) * | 2004-12-28 | 2006-07-06 | Nagoya Industrial Science Research Institute | ORGANOBORON π-ELECTRON-SYSTEM COMPOUNDS AND INTERMEDIATE THEREFOR |
JP2007035791A (en) | 2005-07-25 | 2007-02-08 | Fujifilm Corp | Organic electroluminescence element |
JP2007070282A (en) | 2005-09-06 | 2007-03-22 | Chemiprokasei Kaisha Ltd | Novel triarylboron derivative and organic electroluminescent device containing the same |
JP2007077033A (en) | 2005-09-12 | 2007-03-29 | Jsr Corp | Charge transporting compound and method for producing the same, composition for organic electroluminescent element and organic electroluminescent element |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9411587D0 (en) * | 1994-06-09 | 1994-08-03 | Zeneca Ltd | Compound, composition and use |
US7563748B2 (en) | 2003-06-23 | 2009-07-21 | Cognis Ip Management Gmbh | Alcohol alkoxylate carriers for pesticide active ingredients |
EP1769092A4 (en) | 2004-06-29 | 2008-08-06 | Europ Nickel Plc | Improved leaching of base metals |
-
2008
- 2008-12-02 JP JP2008307846A patent/JP5504454B2/en active Active
- 2008-12-04 US US12/734,961 patent/US8436173B2/en not_active Expired - Fee Related
- 2008-12-04 EP EP08857568A patent/EP2233490A4/en not_active Withdrawn
- 2008-12-04 WO PCT/JP2008/072096 patent/WO2009072582A1/en active Application Filing
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005062676A1 (en) | 2003-12-24 | 2005-07-07 | Konica Minolta Holdings, Inc. | Material for organic electroluminescent device, organic electroluminescent device, illuminating device and display |
WO2005062675A1 (en) | 2003-12-24 | 2005-07-07 | Konica Minolta Holdings, Inc. | Material for organic electroluminescent device, organic electroluminescent device, illuminating device and display |
JP2006096934A (en) | 2004-09-30 | 2006-04-13 | Konica Minolta Holdings Inc | Material for organic electroluminescence element, organic electroluminescence element, lighting device and display device |
WO2006070817A1 (en) * | 2004-12-28 | 2006-07-06 | Nagoya Industrial Science Research Institute | ORGANOBORON π-ELECTRON-SYSTEM COMPOUNDS AND INTERMEDIATE THEREFOR |
JP2007035791A (en) | 2005-07-25 | 2007-02-08 | Fujifilm Corp | Organic electroluminescence element |
JP2007070282A (en) | 2005-09-06 | 2007-03-22 | Chemiprokasei Kaisha Ltd | Novel triarylboron derivative and organic electroluminescent device containing the same |
JP2007077033A (en) | 2005-09-12 | 2007-03-29 | Jsr Corp | Charge transporting compound and method for producing the same, composition for organic electroluminescent element and organic electroluminescent element |
Non-Patent Citations (13)
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A.S.BALUEVA ET AL.: "Synthesis and properties of 1-diphenylboryl-2-diphenylphosphinoethene,", IZVESTIYA AKADEMII NAUK SERIYA KHIMICHESKAYA, no. 2, 1993, pages 378 - 380 * |
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DIETMAR SEYFERTH; MICHAEL A. WEINER, J. AM. CHEM. SOC., vol. 83, no. 17, 1961, pages 3583 - 3586 |
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NAOKI ISHIDA ET AL.: "Synthesis of Amine-Borane Intramolecular Complexes through Palladium- Catalyzed Rearrangement of Ammonioalkynyltriarylborates", ORGANIC LETTERS, vol. 10, no. 6, 14 February 2008 (2008-02-14), pages 1279 - 1281, XP008137424 * |
ORG. CHEM., vol. 56, no. 11, 1991, pages 3750 - 3752 |
P.J.GRISDALE ET AL.: "A boron containing analog of the norbornene ring system", JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol. 22, no. 2, 1970, pages C19 - C21, XP008137423 * |
See also references of EP2233490A4 |
TETRAHEDRON, vol. 60, no. 13, 2004, pages 2993 - 3000 |
Also Published As
Publication number | Publication date |
---|---|
JP2009155325A (en) | 2009-07-16 |
EP2233490A4 (en) | 2012-03-21 |
EP2233490A1 (en) | 2010-09-29 |
US8436173B2 (en) | 2013-05-07 |
JP5504454B2 (en) | 2014-05-28 |
US20110046372A1 (en) | 2011-02-24 |
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